Acryloyl materials for molded plastics

Abstract

In one aspect, the invention relates to methods of synthesizing acryloyl compounds, comprising the step of hydrosilylating a compound having the structure: with a compound having the structure A-H, wherein A comprises a siloxanyl group, to yield a compound having the structure: Compounds and compositions produced thereby can effectively attain a satisfactory balance between high oxygen permeability and hydrophilicity while achieving an acceptably low concentration of undesirable impurities. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

What is claimed is: 
     
       1. A method for producing a siloxanyl monomer composition, the composition comprising monomers having the structures: 
       
         
           
           
               
               
           
         
         wherein R 1  represents a C 1 -C 20  substituent having at least one unsaturated bond, 
         wherein R 3  represents a C 1 -C 7  divalent substituent, 
         wherein A represents a siloxanyl group, and 
         wherein X represents a hydrogen; 
       
       the method comprising the step of reacting unsaturated compounds having the structures: 
       
         
           
           
               
               
           
         
         wherein R 1  represents a C 1 -C 20  substituent having at least one unsaturated bond, 
         wherein R 2  represents a C 1 -C 7  substituent having at least one unsaturated bond, and 
         wherein X represents a hydrogen; 
       
       with a siloxanyl compound having a structure A-H, wherein A represents a siloxanyl group, in the presence of a metal catalyst, 
       thereby producing a reaction mixture containing a siloxanyl monomer; 
       wherein the molar ratio of the unsaturated compound to the siloxanyl compound is from about 1.2:1 to about 10:1 during the reacting step. 
     
     
       2. The method of  claim 1 , wherein the molar ratio of the unsaturated compounds to the siloxanyl compound is from about 2.5:1 to about 3:1 during the reacting step. 
     
     
       3. The method of  claim 2 , further comprising the sequential steps of:
 a) mixing the reaction mixture with a hydrocarbon solvent and water and/or a C 1 -C 5  alcohol; 
 b) allowing the mixture to form two layers; and 
 c) separating the two layers, 
 thereby removing the unsaturated compounds from the reaction mixture. 
 
     
     
       4. The method of  claim 2 , wherein the unsaturated compounds are removed from the reaction mixture by thin film distillation. 
     
     
       5. The method of  claim 2 , wherein the unsaturated compounds have the structures: 
       
         
           
           
               
               
           
         
         wherein R 4  is a hydrogen or a substituent selected from C 1 -C 18  alkyl and phenyl; and 
         wherein X represents a hydrogen; and 
       
       wherein the siloxanyl monomer composition comprises monomers having the structures: 
       
         
           
           
               
               
           
         
         wherein R 4  is a hydrogen or a substituent selected from C 1 -C 18  alkyl and phenyl; 
         wherein A is a siloxanyl group; and 
         wherein X represents a hydrogen. 
       
     
     
       6. The method of  claim 2 , wherein the siloxanyl compound has a structure: 
       
         
           
           
               
               
           
         
         wherein Q 1  to Q 11  independently represent hydrogen or a substituent selected from C 1 -C 20  alkyl which is optionally substituted and C 6 -C 20  aryl which is optionally substituted; 
         wherein k represents an integer of 0 to 200; and 
         wherein a, b, and c independently represent integers of 0 to 20, with the proviso that k, a, b, and c are not simultaneously zero.